title: Synthesis of pyrrolo(spiro-[2.3']-oxindole)-spiro-[4.3"]-oxindole via 1,3-dipolar cycloaddition of azomethine ylides with 3-acetonylideneoxindole.
abstract: A series of novel dispirooxindole derivatives, 3-acetyl-5-phenyl-pyrrolo(spiro-[2.3']-1'-benzyl-oxindole)-spiro-[4.3"]-1"-benzyl-oxindoles, were synthesized via 1,3-dipolar cycloaddition of the azomethine ylide with 3-acetonylideneoxindole in high regioselectivities and yields. An unusual regioselectivity was observed in this 1,3-dipolar cycloaddition, leading to the construction of novel dispirooxindole skeleton. The substituent effects on the regioselectivity were also investigated.
authors.affiliation: School of Chemistry and Chemical Engineering, Central South University , Changsha, 410083, PR China.
authors.forename: Jun-An
authors.initials: JA
authors.lastname: Xiao
authors.forename: Hong-Gang
authors.initials: HG
authors.lastname: Zhang
authors.forename: Shan
authors.initials: S
authors.lastname: Liang
authors.forename: Ji-Wei
authors.initials: JW
authors.lastname: Ren
authors.forename: Hua
authors.initials: H
authors.lastname: Yang
authors.forename: Xiao-Qing
authors.initials: XQ
authors.lastname: Chen
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D000078183:Oxindoles; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D007211:Indoles; D000078183:Oxindoles; D011758:Pyrroles; D013882:Thiosemicarbazones; C512188:azomethine; C588356:pyrrolo(spiro-(2.3')-oxindole)-spiro-(4.3'')-oxindole; C052855:3-acetonylidene-2-oxindole